Compound A has molecular formula C5H10. Hydroboration-oxidation of compound A produces a pair of enantiomers, compounds B and C. When



Compound A has molecular formula C5H10. Hydroboration-oxidation of compound A produces a pair of enantiomers, compounds B and C. When treated with HBr, compound A is converted into compound D, which is a tertiary alkyl bromide. When treated with O3 followed by DMS, compound A is converted into compounds E and F. Compound E has three carbon atoms, while compound F has only two carbon atoms. Identify the structures of compounds A, B, C, D, E, and F.




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